503-17-3

Basic information

• Product Name: 2-Butyne
• Synonyms: 2-Butine(3CI); Dimethylacetylene
• CAS NO: 503-17-3
• Molecular Formula: C₄H₆
• Molecular Weight: 54.09
• EINECS: 207-962-2
• Mol File: 503-17-3.mol
• Article Data: 62

Chemical Properties

• Melting Point: -32.3 °C
• Boiling Point: 25.6°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.694g/cm³
• Vapor Pressure: 745mmHg at 25°C
• Refractive Index: 1.393
• CAS DataBase Reference: 2-Butyne(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butyne(503-17-3)
• EPA Substance Registry System: 2-Butyne(503-17-3)

Safety Data

• Statements: R12:Extremely flammable.; R36/37:Irritating to eyes and respiratory system.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S29:Do not empty
• Hazardous Substances Data: 503-17-3(Hazardous Substances Data)

Usage

General Description

2-Butyne, also known as dimethylacetylene, is a highly common organic chemical compound with the formula CH3C≡CCH3. It belongs to the category of alkynes which are hydrocarbons characterized by a carbon-carbon triple bond. Its linear structure consists of two methyl groups attached to the triple bond, hence its alternative name. 2-Butyne is a colorless gas at room temperature, and it is an important raw material in organic synthesis. It's mainly used as a building block for a wide variety of chemicals and is also involved in the production of polymers and elastomers. Despite its usefulness, it can be highly flammable and extreme caution should be taken while handling this compound.

InChI:InChI=1/C4H6/c1-3-4-2/h1-2H3

Upstream product

• 13294-71-8 2-bromo-but-2-ene 
• 1066-26-8 sodium acetylide 
• 56-23-5 tetrachloromethane 
• 77-78-1 dimethyl sulfate 
• 627-41-8 propargyl alcohol methyl ether 
• 21134-90-7 5,6-dimethyl-1,2,4-triazine 
• 40757-61-7 4-acetyl-5-methyl-1,2,3-thiadiazole 
• 109-72-8 n-butyllithium 
• 513-37-1 2-methylprop-1-enyl chloride 
• 2417-87-0 trans-1,2,3,4-tetramethylcyclobutene 
• 78-79-5 isoprene 
• 4883-98-1 2,3-dimethylcycloprop-2-en-1-one 
• 2957-93-9 1,2,3,3,4-pentamethylcyclobutene 
• 1501-58-2 1,2-dimethyl-cyclobutene 

Downstream Products

• 27640-24-0 N-(2,2-Dichlor-1-methylen-propyl)-benzimidchlorid 
• 30384-87-3 N-<2-Chlor-1-methylen-propyl>-benzimidchlorid 
• 30557-12-1 N-(1,2,2-Trichlor-1-methyl-propyl)-benzimidchlorid 
• 54953-13-8 cis-2,3-bis(4-methoxyphenyl)-2-butene 
• 17324-35-5 (E)-2,3-di(4-methoxyphenyl)-2-butene 
• 72215-71-5 (E)-1-(1-Phenyl-2-adamantyl)-2-methyl-but-2-en-1-on 
• 79970-48-2 (2Z)-3-methyl-2-nonene 
• 23063-31-2 (2,3-dimethylcycloprop-2-en-1-yl)benzene 
• 123630-50-2 (E)-2-acetoxy-3-phenylthiobut-2-ene 
• 100-01-6 4-nitro-aniline 
• 882-33-7 diphenyldisulfane 
• 1587-26-4 2,3-dichloro-2-butene, cis form 
• 1587-29-7 (E)-2,3-dichloro-2-butene 
• 73496-80-7 Acetic acid (E)-2-chloro-1-methyl-propenyl ester 

Relevant articles and documents

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Development of a well-defined silica-supported tungstenocarbyne complex as efficient heterogeneous catalyst for alkyne metathesis

The interaction of [W({triple bond, long}C-tBu)(CH2-tBu)(OAr)2] (Ar = 2,6-iPr2C6H3) (1), with the hydroxyl groups of a silica dehydroxylated at 700 °C leads to [({triple bond, long}SiO)W(OAr)2({triple bond, long}C-tBu)] (2) which was characterized by IR, solid-state NMR and mass balance analysis. This well-defined surface species is an efficient catalyst for the metathesis of pent-2-yne.

REACTIONS OF DIMETHYLSELENADIAZOLE AND ALKYLTIN DERIVATIVES

Reactions of 4,5-dimethyl-1,2,3-selenadiazole with hexaalkylditins or trialkyltin anion followed by quenching with trialkyltin chloride affords only dimethylacetylene and bis(trimethyltin) selenide.Implications of these results in relation to possible syntheses of selenatellurafulvalenes are discussed.

"canopy Catalysts" for Alkyne Metathesis: Molybdenum Alkylidyne Complexes with a Tripodal Ligand Framework

A new family of structurally well-defined molybdenum alkylidyne catalysts for alkyne metathesis, which is distinguished by a tripodal trisilanolate ligand architecture, is presented. Complexes of type 1 combine the virtues of previous generations of silanolate-based catalysts with a significantly improved functional group tolerance. They are easy to prepare on scale; the modularity of the ligand synthesis allows the steric and electronic properties to be fine-tuned and hence the application profile of the catalysts to be optimized. This opportunity is manifested in the development of catalyst 1f, which is as reactive as the best ancestors but exhibits an unrivaled scope. The new catalysts work well in the presence of unprotected alcohols and various other protic groups. The chelate effect entails even a certain stability toward water, which marks a big leap forward in metal alkylidyne chemistry in general. At the same time, they tolerate many donor sites, including basic nitrogen and numerous heterocycles. This aspect is substantiated by applications to polyfunctional (natural) products. A combined spectroscopic, crystallographic, and computational study provides insights into structure and electronic character of complexes of type 1. Particularly informative are a density functional theory (DFT)-based chemical shift tensor analysis of the alkylidyne carbon atom and 95Mo NMR spectroscopy; this analytical tool had been rarely used in organometallic chemistry before but turns out to be a sensitive probe that deserves more attention. The data show that the podand ligands render a Mo-alkylidyne a priori more electrophilic than analogous monodentate triarylsilanols; proper ligand tuning, however, allows the Lewis acidity as well as the steric demand about the central atom to be adjusted to the point that excellent performance of the catalyst is ensured.

Molybdenum Alkylidyne Complexes with Tripodal Silanolate Ligands: The Next Generation of Alkyne Metathesis Catalysts

A new type of molybdenum alkylidyne catalysts for alkyne metathesis is described, which is distinguished by an unconventional podand topology. These structurally well-defined complexes are easy to make on scale and proved to be tolerant toward numerous functional groups; even certain protic substituents were found to be compatible. The new catalysts were characterized by X-ray crystallography and by spectroscopic means, including 95Mo NMR.

An acelylenically of a diene compound and/or method of manufacturing

Provided is a novel method for producing a compound having acetylene bonds and/or a diene. The method for producing a compound having acetylene bonds and/or a diene is characterized in that at least one selected from the group consisting of ketone compound (I), ketone compound (II), aldehyde compound (III), aldehyde compound (IV), and aldehyde compound (V) is dehydrated in the presence of a catalyst wherein a carrier containing silica supports at least one selected from the group consisting of compounds containing group 1 metal elements, compounds containing group 2 metal elements, group 1 metal elements, and group 2 metal elements.